A park with a tree-lined pathway covered in fallen leaves.

Woodside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Woodside Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Woodside vacation package. Check out hotels located in Midtown East, which is good for shopping, cafes and nightlife. If sightseeing is part of the plan during your trip to Woodside, check out leading attractions like Brooklyn Bridge, Yankee Stadium and Citi Field. Check out Expedia's extensive range of travel options and start planning your dream vacation to Woodside now.

Top Woodside vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 14 - Jan 18

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.2/10 - Wonderful (4,148 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • Nonstop
    Save 100% on your flight
    CA $1,606
    CA $1,038
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Jan 8 - Jan 11

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,503
    CA $1,382
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 10 - Jan 15

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (564 reviews)
    Roundtrip • Montreal (YUL) - New York (JFK)
    YUL - LGA • 1 stop LGA - YUL • 1 stop
    CA $2,739
    CA $1,621
    per traveller
    found 1 day ago
    Eurostars The Chemists’ Club Hotel
  • Jan 10 - Jan 15

    The Langham, New York, Fifth Avenue + Flight

    Manhattan
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip • Montreal (YUL) - New York (JFK)
    YUL - LGA • 1 stop LGA - YUL • 1 stop
    CA $4,525
    CA $2,896
    per traveller
    found 1 day ago
    The Langham, New York, Fifth Avenue
  • Jan 16 - Jan 19

    Mandarin Oriental, New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (677 reviews)
    "Excellent stay"
    Reviewed October 26, 2026
    Roundtrip • Vancouver (YVR) - New York (JFK)
    YVR - EWR • Nonstop EWR - YVR • 1 stop
    Save 100% on your flight
    CA $3,199
    CA $2,080
    per traveller
    found 1 day ago
    Mandarin Oriental, New York

Discover the most popular places to visit in Woodside

What to do in Woodside

Woodside Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Woodside vacation package cost?

Offering great value package deals from CA $1,038 on Expedia, you'll be surprised at how little a vacation to Woodside costs! Expedia's packages make travel planning easier and your savings go further.

What are the cheapest months to go to Woodside?

You're likely to find lower prices and greater availability in January, February and March. Explore our cheap Woodside vacation packages and you could score some great off-season discounts.

How many days is enough for Woodside?

Woodside vacations come in all shapes and sizes, but to really get a feel for this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in top attractions like Broadway and Grand Central Terminal along with lesser-known gems. Don't skip neighbourhoods such as Manhattan and Midtown either. If you're smart with your time, you can even allow for a day trip or two from Woodside too.

How to find the best Woodside package deals?

Use Expedia's filter tool to find some of the best Woodside package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Woodside package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.

Is it cheaper to book a Woodside vacation as a package?

You can enjoy significant savings on your next Woodside getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Woodside?

If you have your Woodside travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.

How to plan a trip to Woodside?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to Woodside.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Woodside.
  3. Decide how many days away: Start by listing all the sights and activities you want to experience in Woodside. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Woodside vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.